KEGG   ORTHOLOGY: K09588
Entry
K09588                      KO                                     
Symbol
CYP90A1, CPD
Name
3beta,22alpha-dihydroxysteroid 3-dehydrogenase [EC:1.14.19.79]
Pathway
map00905  Brassinosteroid biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00371  Castasterone biosynthesis, campesterol => castasterone
Reaction
R07446  (22S)-22-hydroxycampesterol,[reduced NADPH-hemoprotein reductase]:oxygen 3-oxidoreductase
R12965  6-deoxoteasterone,[reduced NADPH-hemoprotein reductase]:oxygen 3-oxidoreductase
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00905 Brassinosteroid biosynthesis
    K09588  CYP90A1, CPD; 3beta,22alpha-dihydroxysteroid 3-dehydrogenase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K09588  CYP90A1, CPD; 3beta,22alpha-dihydroxysteroid 3-dehydrogenase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.19  With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
    1.14.19.79  3beta,22alpha-dihydroxysteroid 3-dehydrogenase
     K09588  CYP90A1, CPD; 3beta,22alpha-dihydroxysteroid 3-dehydrogenase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP90 family
   K09588  CYP90A1, CPD; 3beta,22alpha-dihydroxysteroid 3-dehydrogenase
Genes
ATH: AT5G05690(CPD)
ALY: 9309287
CRB: 17884348
CSAT: 104708544 104734575 104768762
EUS: EUTSA_v10013418mg
BRP: 103846910 103850594 103855637
BNA: 106380838 106386485 106419352 106422628 106440690 106442975
BOE: 106318190 106322573
RSZ: 108816976 108841893 108845671
THJ: 104816550 104823148
CPAP: 110819283
CIT: 102608450
CIC: CICLE_v10031576mg
PVY: 116111729
MINC: 123192846 123227420
TCC: 18585886
GRA: 105773896 105776399
GHI: 107931824 121203585 121222638 121230741
GAB: 108464090 108484595
HSYR: 120115401 120119816 120196138 120206255 120213509
DZI: 111310123
EGR: 104421095 104454392
GMX: 100775886 100781291 100789842 100795125(CYP90A15)
GSJ: 114382781 114382937 114395558 114399102
PVU: PHAVU_001G242200g PHAVU_008G224600g
VRA: 106757945 106763863
VAR: 108329739 108336275
VUN: 114162864 114193700
VUM: 124840902 124840912 124848030
CCAJ: 109790810 109805365
APRC: 113847685 113850044
MTR: 11405199 11411219
TPRA: 123894763 123924766
CAM: 101495460 101502086
PSAT: 127083957 127118165
VVO: 131621017 131661944
LJA: 130722383 130733593
ADU: 107457722 107469471 107469499
AIP: 107623684
AHF: 112702383 112715406 112715407 112765910 112784909
LANG: 109338900 109345069
PCIN: 129294677 129299421 129301969
QSA: O6P43_013869
FVE: 101301332
RCN: 112182961
PPER: 18785088
PMUM: 103332773
PAVI: 110749731
PDUL: 117617356
MDM: 103432823 103437230
MSYL: 126593345 126630456
PXB: 103936683 103958600
ZJU: 107413844
MNT: 21409069
CSAV: 115705581
CSV: 101216594
CMO: 103501437
BHJ: 120081203
MCHA: 111023728
CMAX: 111484767 111490939
CMOS: 111458347
CPEP: 111782190 111796648
RCU: 8261035
MEAN: 126660214
JCU: 105646342
HBR: 110646453 110651697
MESC: 110619393 110624089 122724866
POP: 7474440 7494485
PEU: 105120258 105133596 105139650
PALZ: 118043321 118055866
JRE: 108983029 108991904
CILL: 122291997 122301489
CAVE: 132188504
TWL: 120014341 120015942
VVI: 100258692
VRI: 117929163
SLY: 101255105(CYP90A5)
SPEN: 107023593
SOT: 102604556
SSTN: 125874177
SDUL: 129899171
CANN: 107873297
LBB: 132608956
NTA: 107785062(CYP90) 107791859
NSY: 104236880
NTO: 104097076
NAU: 109234452
INI: 109148237 109186937
ITR: 116000029 116013913
SIND: 105160880
OEU: 111380564
EGT: 105977877
SSPL: 121773410 121776177 121796729
SMIL: 131005712
SHIS: 125206039 125221189
APAN: 127256502 127259788
HAN: 110872702 110912986
ECAD: 122585038 122586969
LSV: 111896789 111919719
CCAV: 112509778 112525947
DCR: 108210725
CSIN: 114303283
RVL: 131320543
AEW: 130762959 130764251 130774808 130774809 130792753
BVG: 104903459
SOE: 110785503 110802180
CQI: 110699265 110714661 110725236 110733431
ATRI: 130803046
MOF: 131165932
NNU: 104595015 104601254
MING: 122093477
TSS: 122672797
PSOM: 113313306 113314280 113323522 113338994
OSA: 4349746(CPD1) 4351461(CPD2)
OBR: 102701391 102719724
OGL: 127755491 127758233
BDI: 100831598
ATS: 109745725
TDC: 119302433 119308324
TAES: 123103027 123111228 123120303
TUA: 125508677
LPER: 127302648
LRD: 124652755 124652988
SBI: 8085636
ZMA: 100272666 103647105
SITA: 101755217 101768081
SVS: 117865869 117866170
PVIR: 120643525 120663533 120696674
PHAI: 112876861 112884910 112901899
PDA: 103716536
EGU: 105046233
MUS: 103977709 103994415
ZOF: 122027304 122028724 122036630 122037555
DCT: 110101203 110108808
PEQ: 110022516 110034891 110035737
AOF: 109829756
MSIN: 131244004
NCOL: 116253817 116256159
ATR: 18437942
 » show all
Reference
PMID:8612270
  Authors
Szekeres M, Nemeth K, Koncz-Kalman Z, Mathur J, Kauschmann A, Altmann T, Redei GP, Nagy F, Schell J, Koncz C
  Title
Brassinosteroids rescue the deficiency of CYP90, a cytochrome P450, controlling cell elongation and de-etiolation in Arabidopsis.
  Journal
Cell 85:171-82 (1996)
DOI:10.1016/s0092-8674(00)81094-6
  Sequence
[ath:AT5G05690]
Reference
PMID:12226529
  Authors
Bancos S, Nomura T, Sato T, Molnar G, Bishop GJ, Koncz C, Yokota T, Nagy F, Szekeres M
  Title
Regulation of transcript levels of the Arabidopsis cytochrome p450 genes involved in brassinosteroid biosynthesis.
  Journal
Plant Physiol 130:504-13 (2002)
DOI:10.1104/pp.005439
Reference
PMID:22822057
  Authors
Ohnishi T, Godza B, Watanabe B, Fujioka S, Hategan L, Ide K, Shibata K, Yokota T, Szekeres M, Mizutani M.
  Title
CYP90A1/CPD, a brassinosteroid biosynthetic cytochrome P450 of Arabidopsis, catalyzes C-3 oxidation.
  Journal
J Biol Chem 287:31551-60 (2012)
DOI:10.1074/jbc.M112.392720
  Sequence
[ath:AT5G05690]
LinkDB

KEGG   ENZYME: 1.14.19.79
Entry
EC 1.14.19.79               Enzyme                                 
Name
3beta,22alpha-dihydroxysteroid 3-dehydrogenase;
CYP90A1 (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
Sysname
3beta,22alpha-dihydroxysteroid,[reduced NADPH-hemoprotein reductase]:oxygen 3-oxidoreductase
Reaction(IUBMB)
(1) (22S)-22-hydroxycampesterol + [reduced NADPH-hemoprotein reductase] + O2 = (22S)-22-hydroxycampest-4-en-3-one + [oxidized NADPH-hemoprotein reductase] + 2 H2O [RN:R07446];
(2) 6-deoxoteasterone + [reduced NADPH-hemoprotein reductase] + O2 = 3-dehydro-6-deoxoteasterone + [oxidized NADPH-hemoprotein reductase] + 2 H2O [RN:R12965]
Reaction(KEGG)
R07446 R12965
Substrate
(22S)-22-hydroxycampesterol [CPD:C15795];
[reduced NADPH-hemoprotein reductase];
O2 [CPD:C00007];
6-deoxoteasterone [CPD:C15799]
Product
(22S)-22-hydroxycampest-4-en-3-one [CPD:C15796];
[oxidized NADPH-hemoprotein reductase];
H2O [CPD:C00001];
3-dehydro-6-deoxoteasterone [CPD:C15800]
Comment
This cytochrome P-450 (heme-thiolate) enzyme, characterized from the plant Arabidopsis thaliana, catalyses C-3 dehydrogenation of all 3beta-hydroxy brassinosteroid synthesis intermediates with 22-hydroxylated or 22,23-dihydroxylated side chains.
History
EC 1.14.19.79 created 2022
Pathway
ec00905  Brassinosteroid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K09588  3beta,22alpha-dihydroxysteroid 3-dehydrogenase
Genes
ATH: AT5G05690(CPD)
ALY: 9309287
CRB: 17884348
CSAT: 104708544 104734575 104768762
EUS: EUTSA_v10013418mg
BRP: 103846910 103850594 103855637
BNA: 106380838 106386485 106419352 106422628 106440690 106442975
BOE: 106318190 106322573
RSZ: 108816976 108841893 108845671
THJ: 104816550 104823148
CPAP: 110819283
CIT: 102608450
CIC: CICLE_v10031576mg
PVY: 116111729
MINC: 123192846 123227420
TCC: 18585886
GRA: 105773896 105776399
GHI: 107931824 121203585 121222638 121230741
GAB: 108464090 108484595
HSYR: 120115401 120119816 120196138 120206255 120213509
DZI: 111310123
EGR: 104421095 104454392
GMX: 100775886 100781291 100789842 100795125(CYP90A15)
GSJ: 114382781 114382937 114395558 114399102
PVU: PHAVU_001G242200g PHAVU_008G224600g
VRA: 106757945 106763863
VAR: 108329739 108336275
VUN: 114162864 114193700
VUM: 124840902 124840912 124848030
CCAJ: 109790810 109805365
APRC: 113847685 113850044
MTR: 11405199 11411219
TPRA: 123894763 123924766
CAM: 101495460 101502086
PSAT: 127083957 127118165
VVO: 131621017 131661944
LJA: 130722383 130733593
ADU: 107457722 107469471 107469499
AIP: 107623684
AHF: 112702383 112715406 112715407 112765910 112784909
LANG: 109338900 109345069
PCIN: 129294677 129299421 129301969
QSA: O6P43_013869
FVE: 101301332
RCN: 112182961
PPER: 18785088
PMUM: 103332773
PAVI: 110749731
PDUL: 117617356
MDM: 103432823 103437230
MSYL: 126593345 126630456
PXB: 103936683 103958600
ZJU: 107413844
MNT: 21409069
CSAV: 115705581
CSV: 101216594
CMO: 103501437
BHJ: 120081203
MCHA: 111023728
CMAX: 111484767 111490939
CMOS: 111458347
CPEP: 111782190 111796648
RCU: 8261035
MEAN: 126660214
JCU: 105646342
HBR: 110646453 110651697
MESC: 110619393 110624089 122724866
POP: 7474440 7494485
PEU: 105120258 105133596 105139650
PALZ: 118043321 118055866
JRE: 108983029 108991904
CILL: 122291997 122301489
CAVE: 132188504
TWL: 120014341 120015942
VVI: 100258692
VRI: 117929163
SLY: 101255105(CYP90A5)
SPEN: 107023593
SOT: 102604556
SSTN: 125874177
SDUL: 129899171
CANN: 107873297
LBB: 132608956
NTA: 107785062(CYP90) 107791859
NSY: 104236880
NTO: 104097076
NAU: 109234452
INI: 109148237 109186937
ITR: 116000029 116013913
SIND: 105160880
OEU: 111380564
EGT: 105977877
SSPL: 121773410 121776177 121796729
SMIL: 131005712
SHIS: 125206039 125221189
APAN: 127256502 127259788
HAN: 110872702 110912986
ECAD: 122585038 122586969
LSV: 111896789 111919719
CCAV: 112509778 112525947
DCR: 108210725
CSIN: 114303283
RVL: 131320543
AEW: 130762959 130764251 130774808 130774809 130792753
BVG: 104903459
SOE: 110785503 110802180
CQI: 110699265 110714661 110725236 110733431
ATRI: 130803046
MOF: 131165932
NNU: 104595015 104601254
MING: 122093477
TSS: 122672797
PSOM: 113313306 113314280 113323522 113338994
OSA: 4349746(CPD1) 4351461(CPD2)
OBR: 102701391 102719724
OGL: 127755491 127758233
BDI: 100831598
ATS: 109745725
TDC: 119302433 119308324
TAES: 123103027 123111228 123120303
TUA: 125508677
LPER: 127302648
LRD: 124652755 124652988
SBI: 8085636
ZMA: 100272666 103647105
SITA: 101755217 101768081
SVS: 117865869 117866170
PVIR: 120643525 120663533 120696674
PHAI: 112876861 112884910 112901899
PDA: 103716536
EGU: 105046233
MUS: 103977709 103994415
ZOF: 122027304 122028724 122036630 122037555
DCT: 110101203 110108808
PEQ: 110022516 110034891 110035737
AOF: 109829756
MSIN: 131244004
NCOL: 116253817 116256159
ATR: 18437942
 » show all
Reference
1  [PMID:22822057]
  Authors
Ohnishi T, Godza B, Watanabe B, Fujioka S, Hategan L, Ide K, Shibata K, Yokota T, Szekeres M, Mizutani M.
  Title
CYP90A1/CPD, a brassinosteroid biosynthetic cytochrome P450 of Arabidopsis, catalyzes C-3 oxidation.
  Journal
J Biol Chem 287:31551-60 (2012)
DOI:10.1074/jbc.M112.392720
Other DBs
ExplorEnz - The Enzyme Database: 1.14.19.79
IUBMB Enzyme Nomenclature: 1.14.19.79
ExPASy - ENZYME nomenclature database: 1.14.19.79
BRENDA, the Enzyme Database: 1.14.19.79
LinkDB

KEGG   REACTION: R07446
Entry
R07446                      Reaction                               
Name
(22S)-22-hydroxycampesterol,[reduced NADPH-hemoprotein reductase]:oxygen 3-oxidoreductase
Definition
22alpha-Hydroxy-campesterol + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> (22S)-22-Hydroxycampest-4-en-3-one + [Oxidized NADPH---hemoprotein reductase] + 2 H2O
Equation
C15795 + C03024 + C00007 <=> C15796 + C03161 + 2 C00001
Reaction class
RC00146  C15795_C15796
Enzyme
1.14.19.79
Pathway
rn00905  Brassinosteroid biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00371  Castasterone biosynthesis, campesterol => castasterone
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.19  With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
    1.14.19.79
     R07446  22alpha-Hydroxy-campesterol + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> (22S)-22-Hydroxycampest-4-en-3-one + [Oxidized NADPH---hemoprotein reductase] + 2 H2O
Orthology
K09588  3beta,22alpha-dihydroxysteroid 3-dehydrogenase [EC:1.14.19.79]
LinkDB

DBGET integrated database retrieval system